Heterocyclic thioglycosides in carbohydrate research: Synthesis of thiophene thioglycosides

被引：6

作者：

Elgemeie, Galal H. ^{[1
]}

Abu-Zaied, Mamdouh A. ^{[2
]}

机构：

[1] Helwan Univ, Fac Sci, Chem Dept, Cairo, Egypt

[2] Natl Res Ctr, Green Chem Dept, Giza, Egypt

来源：

NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS | 2017年 / 36卷 / 08期

关键词：

Mercaptothiophenes; sodium thiophenethiolates; thiophene thioglycosides; antimetabolites; glycosides; ketene dithioacetals; 1ST SYNTHESIS; DIRECT ROUTE; ANALOGS; DERIVATIVES; SEEDS;

D O I：

10.1080/15257770.2017.1332371

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A novel synthesis of thiophene thioglycosides is carried out via a one-pot reaction of sodium thiophenethiolates with alpha-halogeno sugars. The sodium thiophenethiolate salts were prepared using sodium cyanoethylene thiolate salts. The structures of the reaction products were established on the basis of their elemental analysis and spectral data (IR, H-1 NMR, MS, and C-13 NMR).

引用

页码：511 / 519

页数：9

共 50 条

[21] 2'-Cyanoethyl thioglycosides: effective nucleophiles for synthesis of (hetero)aryl thioglycosides under the catalysis of Cu
Yuan, Xiaolong
Kou, Yazhen
Yu, Lan
Zhang, Zhan-Xin
Xue, Weihua
ORGANIC CHEMISTRY FRONTIERS, 2015, 2 (12): : 1604 - 1607
[22] New methods for the synthesis and activation of thioglycosides
Escopy, Samira
Singh, Yashapal
Demchenko, Alexei
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2019, 258
[23] CARB 32-Thioglycosides as glycosyl donors: Synthesis of complex microbial carbohydrate structures
Oscarson, Stefan
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2009, 238
[24] Recent advances in the use of thioglycosides for synthesis of oligosaccharides
Ding, XL
Kong, FZ
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2000, 20 (03) : 319 - 326
[25] Synthesis of Thioglycosides in Room Temperature Ionic Liquid
Santra, Abhishek
Sau, Abhijit
Misra, Anup Kumar
JOURNAL OF CARBOHYDRATE CHEMISTRY, 2011, 30 (02) : 85 - 93
[26] Synthesis of 2′-deoxynucleoside analogs from thioglycosides
Gungarova G.D.
Davydova A.I.
Arkhipova A.S.
Savvateeva E.N.
Kirillova Yu.G.
Lyutik A.I.
Yurkevich A.M.
Shvets V.I.
Pharmaceutical Chemistry Journal, 2006, 40 (6) : 320 - 324
[27] THE FUSION SYNTHESIS OF ARYL 1-THIOGLYCOSIDES
SHIMADATE, T
CHIBA, S
INOUYE, K
IINO, T
HOSOYAMA, Y
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1982, 55 (11) : 3552 - 3554
[28] A facile synthesis of armed and disarmed colitose thioglycosides
Ruttens, B
Kovác, P
SYNTHESIS-STUTTGART, 2004, (15): : 2505 - 2508
[29] THIOGLYCOSIDES AS BUILDING-BLOCKS IN GLYCOCONJUGATE SYNTHESIS
LONN, H
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1989, 198 : 4 - CARB
[30] THE USE OF THIOGLYCOSIDES AS GLYCOSYL DONORS IN OLIGOSACCHARIDE SYNTHESIS
SILWANIS, BA
DASGUPTA, F
GAREGG, PJ
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1988, 195 : 92 - CARB

← 1 2 3 4 5 →